3-Nitrobenzylamine → HCID 135994947, compound

HRID 1534413Notes

Reaction equation

[CH3:1][C:2]1[N:11](COC(=O)C(C)(C)C)[C:10](=[O:20])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH2:21][N:22]([C:29]3[CH:37]=[CH:36][C:32]([C:33](O)=[O:34])=[CH:31][CH:30]=3)[CH2:23][CH2:24][O:25]C(=O)C)[CH:8]=2)[N:3]=1.[N+:38]([C:41]1[CH:42]=[C:43]([CH:46]=[CH:47][CH:48]=1)[CH2:44][NH2:45])([O-:40])=[O:39]>>[CH3:1][C:2]1[NH:11][C:10](=[O:20])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH2:21][N:22]([C:29]3[CH:30]=[CH:31][C:32]([C:33]([NH:45][CH2:44][C:43]4[CH:46]=[CH:47][CH:48]=[C:41]([N+:38]([O-:40])=[O:39])[CH:42]=4)=[O:34])=[CH:36][CH:37]=3)[CH2:23][CH2:24][OH:25])[CH:8]=2)[N:3]=1

Participants

Reactant 2

HCID 1227223-Nitrobenzylamine

HCID 15079348HCID 15079348, compound

Product 1

HCID 135994947HCID 135994947, compoundYield 46%

Procedure

Using the procedure described in Example 10, p-[N-(3,4-dihydro-2-methyl-4-oxo-3-pivaloyloxymethylquinazolin-6-ylmethyl)-N-(2-acetoxyethyl)amino]benzoic acid was reacted with 3-nitrobenzylamine to give p-[N-(3,4-dihydro-2-methyl-4-oxoquinazolin-6-ylmethyl)-N-(2-hydroxyethyl)amino]-N-(3-nitrobenzyl)benzamide (containing 1 equivalent of water) in 46% yield, m.p. 230°-232° C.

Sources & evidence

ORD record: ord-7323db7dd084464cb5ab862328a3e674
Source dataset: uspto-grants-1992_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05089499

Reaction notes

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